#1 has sent DB to a facility for a while. I hope he continues to do things like this and get outside advice and different practice partners even if he continues to be the primary coach.
One thing that makes all this difficult is how exceptional DB is. He is an excellent student and could excel in many areas, so a college scholarship to a top school is an attractive thing.
One thing to think about would be to even work out of a facility and play futures without taking the prize money for a year. There is an age limit to D1 tennis, so don't go to the point where that is a factor.